Rochelle Ross is an accomplished Learning & Development Professional based in NYC.

I help ensure software implementations are less about the unknown for users and more about the journey of discovery. Using project management skills that ensure readiness and guide users through change with training solutions that click.

Brooklyn, NY

OTOBOS, Inc.

Founder, Chief Learning Officer

OTOBOS, Inc. is a boutique, certified NYC Minority/Women Business Enterprise (M/WBE) consulting firm specializing in project management for training solutions to help organizations utilize new or upgraded software effectively, ensuring end-users have the know-how to fully use the application.

2001 - present

NYC Public Schools

New York, NY

Senior Project Manager

The New York City (NYC) Department of Education (DOE) is the largest school district in the US, serving ~1.1 million students in over 1,800 schools. The Beyond Access Series (BAS) is an online platform providing families with special education content. The programming connects participants with special education professionals, promoting an environment of shared learning and support. My portfolio comprises of six key areas: planning the program calendar, securing participation from executive-level subject matter experts (SMEs), tracking deliverables, developing communication strategies and assets, managing the event production, and conducting data analysis and reporting to drive continuous program improvement.

4/2023 - present

Senior Learning & Development Trainer

The Special Education Student Information System (SESIS) is a proprietary, web-based application that supports the NYC special education process for over 200,000 students with disabilities. The system facilitates the timely identification, evaluation, development of individualized education programs (IEPs), placement, and delivery of related services. My portfolio comprised of six key areas: project planning, technical documentation, project communications, instructional design, conducting data analysis reporting on key performance indicators (KPIs) to drive continuous program improvement, and user support. Served as the user advocate, collaborating closely with the technical team to align on system enhancements and improvements, ensuring effective and timely communication between the user community and the technical team. Worked closely with the training team to plan, design, and develop various end-user training assets, including curated learning paths tailored to specific roles or learning preferences and train-the-trainer programs. Additionally, nurtured high-value relationships with internal teams and external stakeholders to deliver impact consistently.

1/2013 - 6/2024

Depository Trust & Clearing Corp.

New York, NY

Senior Trainer Specialist

Holding company dedicated to automating, centralizing, standardizing, and streamlining processes critical to the safety and soundness of global capital markets. Provider of custody and asset servicing and settling $3.00 quadrillion in securities transactions in a year. Directed onsite and offshore project teams of up to ten resources. Managed $250K+ in business learning services, focused on business transformation, professional development, functional/technical expertise, risk, and compliance projects. Worked with business leaders across the organization to assess requirements, prioritize tasks, and design training materials to meet business needs. Managed vendor qualification and selection.

1/2007 - 6/2012

Associate, Municipal Finance Department – Grigsby Brandford Financial Analyst, Municipal Finance Department – Lehman Bros.
Financial Analyst, Debt Issuance Unit – NYS Medical Care Facilities Finance Agency

Early Career Chronology

Microsoft Technologies: MS Office
Web Technologies: HTML, XML
Project Management Technologies: MS Project, HPQC ALM, Atlassian Jira, Smartsheet
Instructional Design Software: TechSmith SnagIt, TechSmith Camtasia, Adobe Captivate, Adobe InDesign, Adobe Express
Communication Tools: Everbridge, Alchemer, Constant Contact
WFH/Remote Technologies: Microsoft Teams, Zoom, Adobe Connect, Webex
Data Analysis: Advanced Excel functions, including pivot tables and macros
Artificial Intelligence/Automation: ChatGPT, Claude, Perplexity, Notion, Coda, Make.com, Airtable

Technical Experience

VILLANOVA UNIVERSITY
Villanova, Pennsylvania
Master’s Certificate in Project Management

UNIVERSITY AT ALBANY
Albany, New York
Bachelor of Science in Economics

Education

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